Ski-in/out vacation rentals in Mount Holly

Find and book unique ski-in/out homes on Airbnb

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Popular amenities for Mount Holly ski-in/out rentals

Ski-in/out house rentals

Guest favourite
Home in Ludlow
4.9 out of 5 average rating, 10 reviews

Ski-In/Ski-Out Hike Okemo Mountain Condo

GeorgeRating, 5 stars6 days ago
One of our best AirBNB stays ever. Great location and space but also nicely furnished with appropriate furniture and features. And Linda and Keith were great communicators. Planning to come back next year.
Guest favourite
Home in Rochester
4.97 out of 5 average rating, 140 reviews

Modern Farmhouse on 25 Acres - Superb Views

ElizabethRating, 5 stars1 month ago
Beautiful house. Clean, edited and peaceful. One of the few places on Airbnb that actually looks and is as described.
Superhost
Home in Ludlow
5 out of 5 average rating, 5 reviews

Okemo Condo - Ski In/Out

EricaRating, 5 stars1 week ago
Great location - ski in/out! Close to Jackson Gore base and easy ski lift / drive access to Clock Tower base. Condo was perfect for our family of 4 with 2 kiddos, could accommodate more for sure. Well stocked kitchen. We enjoyed the kids board games! Very comfortable all around and good value for typical cost during winter ski season. Would definitely return!
Guest favourite
Home in Winhall
4.95 out of 5 average rating, 134 reviews

Summit View Ski and Golf Retreat w/hot tub & Sauna

CollinRating, 5 stars3 days ago
Jason was a great host! Their home is conveniently located to pretty much everything Stratton has to offer. The home itself is very cozy and great for a family get together, or hanging out with friends. The fire place is absolutely awesome, I could sit in-front of that thing all day and night. All of the bedrooms were comfortable and clean. The Sauna and hot tub are some great features to this house as well. The neighborhood is very safe, clean, private, and quiet. This home is great for kids and pet friendly. I have nothing but good things to say about jason being so accommodating with anything we needed and offering us a great home to stay in. Would love to come back for another trip! Thanks again for the perfect stay for our family winter getaway.
Guest favourite
Home in Ludlow
4.91 out of 5 average rating, 97 reviews

Walk to Okemo Ski Lift - Private Classic VT Ski Ch

MeredithRating, 5 stars1 week ago
Our family really enjoyed our stay at the trailside chalet! A quick walk up the road to the ski lifts and plenty to keep us entertained after a day of skiing. We really enjoyed the fire place and pool table!! Prescott was a great host, quick to respond to our questions.
Superhost
Home in Ludlow
4.86 out of 5 average rating, 7 reviews

Mountainside 5-BR Ski-In/Out Okemo Estate

KimberlyRating, 5 stars3 months ago
I recently enjoyed a fantastic stay at this Airbnb on the mountains, highly recommending it for its quality and attention to detail. Spacious, clean, and cozy. The living areas were perfect for relaxation, and the kitchen was fully equipped. The host was Friendly and accommodating, I would love to return for another stay.
Superhost
Home in Dover
4.91 out of 5 average rating, 74 reviews

FULLY renovated 1 bed/1 bath ski in-out condo!

CourtneyRating, 5 stars1 week ago
The place is much roomier than the pictures make it out to be! Perfect ski in and out area! The sofa is much better than a standard pull out bed because it doesn't have bars and its a firm mattress. Shower was nice with great pressure and amenities. We would stay here again!
Guest favourite
Home in Wilmington
4.87 out of 5 average rating, 101 reviews

Close->MtSnow*HotTub*Pool*AirHockey*PingPong*Darts

AkhilRating, 5 stars1 month ago
The place was amazing. It was what the pictures show plus much more. Me and 10 of my friends slept comfortably and had a great time. Many games, nice kitchen, clean rooms and bathrooms, and if you’re a winter lover, hope it snows because this yard is amazing. We went sledding like kids again it was great. Definitely recommend. Right near mt. Snow and town of Wilmington which has great food options. Overall, quite the memorable stay.

Family-friendly, ski-in/out home rentals

Guest favourite
Condo in Ludlow
4.95 out of 5 average rating, 115 reviews

Slopeside condo at the base of Okemo-steps to lift

GladisRating, 5 stars1 week ago
Loved Kristin’s place, the best part was that it was right on the mountain. Perfect for a family of 4, will definitely comeback. Beds were comfortable and the living room was very cozy. Loved the mural. Thank you Kristin!
Superhost
Home in Dummerston
4.96 out of 5 average rating, 128 reviews

The Sugar House

ChrisRating, 5 stars1 month ago
Nice place, probably better in summer than winter, simply due to more amenities (like screened porch) and better able to appreciate the location, but it was nice as a winter spot, too, to sit and read by the fire. Kitchen was well-equipped, and the place was very clean.
Guest favourite
Apartment in Chester
4.89 out of 5 average rating, 500 reviews

Beautiful 2 Bedrooms in Mountains w/ full kitchen

ChrisRating, 5 stars1 week ago
Had a great stay here while skiing at Okemo. Nancy was a very helpful and responsive host. Will stay again next time.
Guest favourite
Chalet in Killington
4.83 out of 5 average rating, 244 reviews

Killington Chalet - Hot Tub, Sauna, Boot Dryer

NolanRating, 5 stars4 weeks ago
Great place for a vacation stay with friends or family. Hot tub was a nice bonus in the winter after long days skiing. Plenty of sleeping space, clear instructions for everything you’d need in the place
Guest favourite
Apartment in Ludlow
4.92 out of 5 average rating, 154 reviews

Great Downtown, walk to everything

MikeRating, 5 stars3 days ago
Great space, very conveniently located in town. The host was great, and would definitely stay here again
Guest favourite
Condo in Dover
4.87 out of 5 average rating, 236 reviews

Mt Snow Ski In/Out at Seasons

AnthonyRating, 5 stars1 month ago
Andrew’s description and check in instructions were extremely detailed. Host was very easy to contact/communicate with and very accommodating. Clear instructions for check in/out, how to get to unit and how to ski in ski out. Unit description and photos are accurate. I would consider staying here in the future again.
Guest favourite
Apartment in Ludlow
4.92 out of 5 average rating, 276 reviews

Okemo Vermont Getaway

JoshRating, 5 stars4 days ago
Great spot, incredibly close to Okemo resort. Michael was communicative and responsive. One of our party accidentally left some items behind and he graciously agreed to mail them on. Would recommend!
Superhost
Condo in Killington
4.8 out of 5 average rating, 106 reviews

Ski Mountain Escape: 3 Bdrm, Ski In & Bus In

DeniseRating, 5 stars1 month ago
Dray was great - immediate response to any questions. Finding the place and getting in was easy. Had everything you need - maybe could of used a couple extra towels. Beds were comfortable. Great stay!

Ski-in/out cabin rentals

Guest favourite
Cabin in Sharon
4.93 out of 5 average rating, 27 reviews

‘Owls Nest’ nature retreat In the trees

GraceRating, 5 stars4 months ago
I came up to the cabin for my birthday, and ended up having three more people than I thought I would - not only was Ashley super helpful and friendly in getting us set up, but she was extremely reasonable/flexible in pricing for the other guests! The cabin was more than enough to comfortably sleep everyone, and was nice and toasty when we woke up that morning. It was an amazing birthday, for sure because we choose such a great spot !!! I’ll definitely be coming back.
Guest favourite
Cabin in Mendon
4.84 out of 5 average rating, 246 reviews

THE CABIN....a Vermont log home

MikeRating, 5 stars1 week ago
Bill was fantastic...great instructions, clean house, everything was ready for us!! Thank you Bill!
Guest favourite
Cabin in Cavendish
4.95 out of 5 average rating, 156 reviews

The Cozy Little Red Cabin

JohnRating, 5 stars1 week ago
We are very pleased to have chosen Marina‘s home. It was a perfect size for a small group, very comfortable and cozy, but also a nice spacious feel. The location is beautiful, especially in the winter time. Having the woodstove was an absolute plus and exceeded our expectations. Thank you for having us!
Superhost
Cabin in Woodford
4.84 out of 5 average rating, 365 reviews

400+ Airbnb Visits: Incredible Mountain Cabin

MatthewRating, 5 stars3 weeks ago
Excellent place to stay considering the location and and beautiful views. Owners were excellent, very helpful and did what ever they could to make our experience enjoyable!
Superhost
Cabin in Londonderry
4.66 out of 5 average rating, 417 reviews

The Run-In - Beautiful Country Cabin with Hot Tub

PeteRating, 5 stars3 weeks ago
We loved our stay at this cabin on Bent Apple farm! Location is stunning, great local stores and towns to visit near by! The cabin is what you see on Airbnb. exactly and why we loved it so much. The wood stove was super easy to use and kept the place toasty! Hot tub also great amenity and right on your own private deck. The kitchen may be a small area but we cooked some great meals! Overall we loved it and we would love to visit again and enjoy some of the other cabins. Ben was a gracious host and super kind and attentive!
Guest favourite
Cabin in Stockbridge
5 out of 5 average rating, 21 reviews

Rustic charming camp cabin

RudrakshaRating, 5 stars5 months ago
Beautiful cabin in the woods , nestled at the foothills of the mountains, we went around Peak Foilage in early October and couldn't have asked for better weather and accomodations. Elizabeth, an excellent host, Reccomended some people hikes and look out points by the river, and surprised us with breakfast goodies on a Sunday morning!! Looking forward to be back and would definitely recommend to others as well
Guest favourite
Cabin in Londonderry
4.87 out of 5 average rating, 71 reviews

Green Mt Getaway: <30m to Bromley Stratton Okemo

EthanRating, 5 stars3 weeks ago
The home was beautifully set up, with enough space but still such a warm and inviting atmosphere. The host was kind and thoughtful, including special touches like a pretty light up wreath on the house, jazz music playing on the Alexa upon arrival, and convenient kitchen gear like coffee/espresso machines. The short ride to Stratton Mountain made skiing easy, and the home theater was the perfect way to wrap up the day. Great time and we will be back!
Guest favourite
Cabin in Bethel
4.96 out of 5 average rating, 75 reviews

The Gourmet Cabin at Stitchdown Farm

KokoRating, 5 stars2 weeks ago
After a rough start to our trip, arriving at this cozy cabin was a relief. It was warm, inviting, and just as pictured—though the views were even better in person. The peaceful rural setting made for a great night’s sleep, and helped with getting out of my writer's block. We were surprised by how much the mini fridge could hold (our Costco run fit with no problem!). Andrew was a fantastic host—helpful, friendly, and full of great recommendations. Babe’s Bar was a standout and unlike any place we’d been before. The cabin was well-stocked with everything we needed, making our stay effortless. Plus, its location was perfect, with easy access to both skiing and ice skating spots. Overall, a great retreat for adventure or relaxation. We’d definitely stay again!

Quick stats about vacation rentals that are ski-in/out in Mount Holly

  • Total rentals

    60 properties

  • Nightly prices starting at

    $72 CAD before taxes and fees

  • Total number of reviews

    600 reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Rentals with a pool

    40 properties have a pool

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore